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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 402814Generated: October 26, 2026

Isopropyl iodide → 6-methoxy-1-(propan-2-yl)-1H-indole-3-carbaldehyde

https://huagongshe.com/reaction/402814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropyl iodideHCID 6362—
ReactantCesium carbonateHCID 10796—
Reactant6-Methoxy-1H-indole-3-carboxaldehydeHCID 907214—
SolventDimethylformamideHCID 6228—
Product6-methoxy-1-(propan-2-yl)-1H-indole-3-carbaldehydeHCID 7723017893.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Cesium carbonate (577 mg, 1.77 mmol) was added to a stirred room temperature solution of 6-methoxy-1H-indole-3-carbaldehyde (104 mg, 0.590 mmol) in DMF (1.0 mL) and the mixture was stirred at room temperature for 15 minutes when 2-iodopropane (0.118 mg, 1.181 mmol) was added. The solution was stirred at 80° C. for 2 hours. The solvent was removed under reduced pressure and the residue was partitioned between ethyl acetate (2×20 mL) and saturated sodium bicarbonate (5 mL), washed with brine (10 mL), dried over sodium sulfate, filtered and concentrated to give the title intermediate (120 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08742110B2
Source datasetuspto-grants-2014_06
ORD IDord-c88445f42e054bc6a22df31aca2f613d
Source noteuspto-grants-2014_06